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One-Pot Enantioselective Construction of Polycyclic Tetrahydroquinoline Scaffolds through Asymmetric Organo/Photoredox Catalysis via Triple-Reaction Sequence
- Source :
- Organic letters. 23(9)
- Publication Year :
- 2021
-
Abstract
- A novel one-pot triple-reaction strategy for the asymmetric construction of polycyclic skeletons with multiple consecutive chiral centers through aza-Michael/Michael/Wittig/ketyl radical addition/esterification processes is reported. A wide range of polycyclic tetrahydroquinoline derivatives were smoothly obtained from easily available starting materials with good results (up to 80% yield, >20:1 dr, >99% ee) under mild conditions. In this transformation, five chemical bonds and five consecutive chiral centers were successively formed.
- Subjects :
- 010405 organic chemistry
Chemistry
Organic Chemistry
Enantioselective synthesis
Photoredox catalysis
010402 general chemistry
01 natural sciences
Biochemistry
0104 chemical sciences
chemistry.chemical_compound
Ketyl
Reaction sequence
Chemical bond
Yield (chemistry)
Wittig reaction
Organic chemistry
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 15237052
- Volume :
- 23
- Issue :
- 9
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....006753a79ee4a2548c49ddcb999f5e84